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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753776Generated: October 28, 2026

3-Nitrobenzaldehyde → 5-(3-Nitrophenyl)oxazole

https://huagongshe.com/reaction/1753776

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrobenzaldehydeHCID 7449—
ReactantPotassium CarbonateHCID 11430—
ReactantTosylmethyl isocyanideHCID 161915—
SolventMethanolHCID 887—
Product5-(3-Nitrophenyl)oxazoleHCID 273706795.1%

Reaction Steps

Intermediate X-a was prepared as for example I-c using 3-nitrobenzaldehyde (4 g, 26 mmol), TosMIC (5.7 g, 29 mmol) and K2CO3 (4.4 g, 32 mmol) in MeOH to give intermediate X-a as a yellow solid (4.7 g, 93%). 1H NMR (400 MHz, DMSO-d6) δ 8.56 (s, 1H), 8.50 (t, J=1.9 Hz, 1H), 8.21 (ddd, J=8.2, 2.3, 1.0 Hz, 1H), 8.17 (ddd, J=7.8, 1.6, 1.0 Hz, 1H), 7.99 (s, 1H), 7.78 (t, J=8.0 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09168245B2
Source datasetuspto-grants-2015_10
ORD IDord-03ca4f1c7b82474f866420a19d76c008
Source noteuspto-grants-2015_10